NL8005055A - LIQUID INSECTICIDE PREPARATIONS CONTAINING SYNTHETIC PYRETHROIDS. - Google Patents

Description

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Liquid insecticidal preparations containing synthetic pyrethroids.

The invention relates to liquid insecticidal preparations and more particularly to preparations comprising as active ingredient one or more synthetic pyrethroids and as the main vehicle unsaturated fatty acids, vegetable oils or polyoxyethylated unsaturated fatty acids or polyoxyethylated vegetable oils or mixtures of two or more contain more of the above vehicles.

Pyrethrum is an insecticide of natural origin and has very positive properties, such as a high insecticidal activity and a very low mammalian toxicity.

However, natural pyrethrum is readily oxidized by air in the presence of light (photo-oxidation) and thus is readily degraded so that it is not suitable for agricultural applications and the like.

Numerous compounds have already been synthesized, in which the structure of natural pyrethrum has been partially modified, in order to maintain the insecticidal activity and the low toxicity to mammals, while at the same time giving the molecule sufficient resistance to light, so that it these compounds may be used for agricultural applications and the like.

Some of these compounds (synthetic pyrethroids) have the above properties, but nevertheless the difficulty of the photo-oxidation is not completely overcome, making it necessary to develop suitable preparations which will resist the molecules as much as possible against photo-oxidation protect, so that the insecticidal effect is largely maintained.

8005055 Λ 2

In addition, it is imperative that the insecticidal preparations are not phytotoxic and irritating to the eyes.

Conventional formulations consisting of the active ingredient, an organic solvent and a surfactant are not suitable for maintaining the high insecticidal activity of the active ingredient while, moreover, they are severely irritating to the eyes.

Belgian patent 861,368 describes a liquid emulsifiable preparation for synthetic pyrethroids with the main vehicle being mineral oils (white oils).

This formulation has been found to be little irritating to the eyes, but this formulation has not been found to confer sufficiently high insecticidal activity on the pyrethroids to a sufficient extent.

In addition, the mineral oils can cause phyto- symptoms of toxicity / "Pesticide Manual", 5 edition, p. 407 (1977) 7.

It is well known that some vegetable oils have a synergistic effect on the natural pyrethrins / Pyrethrum Post 13 (3), 82 (1976) 7-20. Generally, the effect of the synergizing products of natural pyrethrins (such as piperonyl- butoxide) substantially negligible with the synthetic pyrethroids / "Pesticide Science", 10, p. 32 (1979) /.

It has now been established by tests that the vegetable oils also show no synergistic effect with the synthetic pyrethroids (see example X).

Surprisingly, however, it has now been found that the vegetable oils, the optionally polyoxyethylated unsaturated fatty acids and the polyoxyethylated glycerides impart a permanently high activity to the synthetic pyrethroids.

The object of the invention is to provide liquid insecticidal preparations having as active ingredient one or more synthetic pyrethroids and, as the main vehicle, unsaturated fatty acids, which are optionally polyoxyethylated, vegetable oils or mono-, di- or triglycerides of polyoxyethylated unsaturated fatty acids or mixtures of two or more of the above 8005055 * Λ 3 named compounds.

The compositions of the invention additionally contain reduced amounts of surfactants and optionally small amounts of organic solvents and ultraviolet stabilizers and / or antioxidants.

The aforementioned preparations impart a sustained high activity to the active ingredient while, moreover, they are not phytotoxic and very little irritating to the eyes.

Synthetic pyrethroids, which can form the active ingredient of the preparations according to the invention, can for instance fall under the general formula 1 indicated on the formula sheet, in which R 1 represents H, CN, -C 5 CH and R represents a group of the formula 2 or 3, wherein R 2 represents H or halogen, Rg represents H, halogen, CHg or CFg, n represents 0 or 1, R 1 represents H, CHg, O-alkyl or 0-aryl and Rg represents H, CH ,, R, - C - CH> C = CH- or R0 - C = C- 3 6 / i X ö R, R, R, 6 6 7 20 where R 2, which groups may be the same or different, represents halogen R 8, which groups may be the same or different, represents halogen, S-alkyl, S-aryl or CXg (X = halogen) and R 8 represents halogen or CFg.

Some of the synthetic pyrethroids of general formula 1 are described in "Synthetic pyrethroids", H. Elliot Editor, ACS Symposium Series No. 42, Washington 1977; other pyrethroids are described in Belgian patent 858,337, German patent application 2,802,962, European patent 345, Belgian patent 863,840 and Italian patent applications 20713 A / 78 and 20853 / A / 79.

The pyrethroids of the general formula 1, which form the active ingredient, are present in the compositions according to the invention in amounts of 1 to 50% by weight. Preferably they are used in amounts between about 10 wt% and 20 wt%. Both the pure compounds and the technical compounds can be suitably used.

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The main vehicle, as mentioned above, consists of unsaturated fatty acids, which are optionally polyoxyethylated, vegetable oils, mono-, di- or triglycerides of polyoxyethylated unsaturated fatty acids or mixtures of one or more of the above components.

As fatty acids can be mentioned ricinoleic acid, technical oleic acid, oleic (high purity oleic acid), linoleic acid, etc. Suitable vegetable oils can be mentioned sunflower seed oil, olive oil, peanut oil, corn oil, linseed oil, sesame oil, castor oil, rapeseed oil. or rapeseed oil, soybean oil, hemp oil ,. pine oil and seed oils in general.

As examples of polyoxyethylated fatty acids or glycerides of polyoxyethylated unsaturated fatty acids, mention can be made of polyoxyethylated castor oil, polyoxyethylated glyceryl oleate, polyoxyethylated coconut acid, polyoxyethylated oleic acid, polyoxyethylated unsaturated glyceryl unsaturated fatty acid containing a number of moles of ethylene oxide between 5 and 50 per mole of fatty acid or glyceride.

The vehicle can be used in the compositions of the invention in amounts between 30 and 80% by weight and preferably between 50 and 80% by weight.

A third component of the compositions may consist of an anionic or non-ionic surfactant, the presence of which is not necessary, however, when the vehicle is at least partially composed of a polyoxyethylated unsaturated fatty acid or of polyoxyethylated glycerides.

As examples of surfactants 3Q, mention may be made of "Emulson 7B" (registered trademark of ROL), consisting of polyoxyethylated nonylphenol, "Setrolene 0" (registered trademark of ROL), consisting of polyoxyethylated sorbitan oleate, "Agrol Ca / 1" (registered trademark of ROL), consisting of calcium alkylbenzene sulfonate, 35 "Soprofor M52" (registered trademark of Geromazzo), a mixture of polyoxyethylated lauryl ether and calcium alkylbenzene- 8005055 ·> f Μ 5 sulfonate (80:20), "Setrolene S" (registered trademark of ROL ), consisting of polyoxyethylated sorbitan stearate.

The surfactant is used in the compositions of the invention in amounts between 0.5 and 20% by weight.

Surfactant concentrations approaching the upper limit are used when one wishes to prepare a formulation suitable for dilution with water (emulsifiable concentrate).

Low concentrations of surfactant, on the other hand, are used when one wishes to use the insecticidal composition as such (preparations of the ULV type, ie ultra-low volume).

Other non-essential components may be added to the compositions of the invention, for example, a small amount of an organic solvent, (5-30 wt%), to reduce the viscosity of the composition and the solubility of some of the increase the active ingredients in the main vehicle, and optionally some ultra-20 violet stabilizers and / or antioxidants (together 0-5 wt%).

As a solvent, use can be made of mixtures of alkylated aromatic hydrocarbons, such as technical xylene, or the series of "Shellosol" solvents (registered trademark of Shell Co.) or the series of "Solvesso" (registered trademark of ESSO Co. ), consisting of mixtures of ethyl, dimethyl and tetramethylbenzene.

The ultraviolet stabilizers commonly used belong to the group of benzophenone derivatives and 30 of the esters of 2,2-diphenyl-1-cyanoacrylic acid (diphenylmethylene malonate mononitrile).

As examples thereof, mention may be made of 2-hydroxy-4'-octyloxy-benzophenone of the formula 4 and 2-ethylhexyl ester of 1-cyano-2,2-diphenyl-acrylate of the formula 5.

The most commonly used antioxidants belong to the group of 4-substituted 2,6-di-8005055 6 tertiary butylphenols of formula 6 indicated in the formula sheet, wherein R may have varying meanings including CHg, tert-butyl, - CE ^ -C ^ -CO-O-CjgHgy or the group of formula 7.

The preparations according to the invention can for instance consist of (A) Active ingredient (pyrethroids) 1-50 wt.% (B) Vehicle (unsaturated fatty acids, vegetable oils, polyoxyethylated unsaturated fatty acids, polyoxyethylated glycerides) 30-80 wt. .% (G) Surfactant 0.5-20% by weight (D) Solvent 5-30% by weight (E) UV stabilizer and / or antioxidant 0-5% by weight. Examples of suitable preparations include: (A) (active ingredient) 50 wt% (B) (vehicle) 50 wt% 20 (A) (ab) 10 wt% (B) (vehicle) 80 wt% (C) (surfactant) 10 wt% (A) (ab) 30 wt% 25 (B) (vehicle) 65 wt% (C) (surfactant) 30 wt% (D) (solvent) 35 wt% (A) (ab ) 3 wt% 30 (B) (vehicle) 80 wt% (C) (surfactant) 0.5 wt% (D) (solvent) 38.5 wt% (A) (ab) 50 wt. % 35 (B) (vehicle) 35 wt% (C) (surfactant) 30 wt% (D) (solvent) 5 wt% 8005055 to 7 (A) (ab) 20 wt% (B ) (vehicle) 50 wt% (C) (surfactant medium el) 20 wt% (D) (solvent) 10 wt% 5 (A) (ab) 10 wt% (B) (vehicle) 63.5 wt% (C) (surfactant) 10 wt% (D) (solvent) 15 wt% 10 (E) (UV stabilizer) 1.5 wt% (A) (ab) 10 wt% (B) (vehicle) 63 wt% (C) (surfactant medium) 10 wt% 15 (D) (solvent) 15 wt% (E) (antioxidant) 2 wt%

The preparation of the above-described preparations can be carried out in a manner known per se.

The compositions containing only components (A), (B), (C) and optionally (D) are prepared by simple mixing without any preferred sequence and at room temperature.

The compositions, which also contain component (E), are prepared for first dissolving the latter in solvent (D) and then mixing all other components without any preferred sequence.

The preparations according to the invention can be used as such, for example according to the L.V. (low-volume) or ULV (ultra-low-volume) techniques, can serve as the basis for the preparation of aqueous emulsions according to known techniques or of aerosols by adding suitable propellants or can be absorbed on a solid carrier for the production of sprayable dust products, wettable powders or granular preparations.

The amount of the composition to be used in insecticide applications depends mainly on the relative effectiveness of the special active ingredient used therein. The amount can also depend on other factors, such as the nature of the contamination to be controlled, the degree of contamination, the location of the contamination (cultivation on farm sheep, greenhouse cultivation, domestic environment), the climatic and weather conditions and the available application organs.

In either case, the amount of preparation used should be sufficient to ensure the distribution of an ineffectively effective amount of the special active ingredient present in the preparation.

The invention is further illustrated but not limited by the following examples.

Example I

10 g of 3-phenoxybenzyhster of 2,2-dimethyl-3- (3-chloro-8-trifluoromethyl) vinyl-cyclopropanecarboxylic acid (pyre-15-throid 1) were dissolved in 80 g of sunflower seed oil and then 10 g of a surfactant consisting of from:

Emulsion 7B (4.2 g)

Setrolene 0 (2.8 g) 20 Agrol Ca / 1 (3 g)

Example II

Using the same active ingredient of formulation 1 (Example I) and by simple mixing of the components, formulations 2-12 as 25 were shown in Table A below (which also includes the preparation of Example I).

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Notes to Table A: (1) Preparations according to Belgian Patent 861,368 (2) Conventional preparation with aromatic solvents (3) Castor oil condensed with 23 moles ethylene oacyde 5 (4) "Roll OB 15" (registered trademark of ROL), a

mineral oil (white oil) with 97% non-sulfonable substance, viscosity equal to 2.3 ° E at 20 ° C

(5) "ROL OB 55" (registered trademark of Rol), a white oil with 95% non-sulfonable substance, viscosity * 29 ° E 10 at 20 ° C,

Example III

Valuation of the maintenance of the activity using the residual activity method.

The tested preparations were diluted in tap water to give emulsions containing 0.02 Z of active ingredient. A number of castor oil plants were treated with the emulsions thus obtained, which were then kept in the open under the environmental conditions of the Milan area in May 1979.

20 - ..... At the times indicated in Table B, the leaves of the treated plants were contaminated in the laboratory with larvae of Spodoptera littoralis. The mortality rate of the larvae was determined 48 days after the infection.

The results are shown in Table B below and are expressed as a mortality rate.

For comparative purposes, some of the plants were sprinkled with the non-formulated active ingredient in a water-acetone solution (at a water / acetone ratio of 90:10 and a concentration of the active ingredient of 0.02 ° / oo).

When comparing the values shown in Table B, which relate to preparations all containing the same active ingredient, it is very clear that the preparations according to the invention impart a lasting high activity to the active ingredient, which is highly superior. is that which is conferred by the usual preparations (12 and 13) as well as those which are conferred by preparations 10 and 11 according to the Belgian patent 861,368.

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Table B

Residual activity on Spodoptera littoralis larvae, expressed as a percentage of mortality.

Preparation Recontamination after days: no.

(see example II) 0 10 15 20 28 35 1 100 100 100 100 93 36 2 100 100 100 100 90 3 100 100 100 100 85 63 4 100 100 100 100 5 100 100 100 93 95 6 100 100 100 97 100 40 7 100 100 100 97 100 8 100 100 100 100 94 9 100 100 100 97 90 101 1 * 100 100 100 83 70 11 11 ^ 100 100 100 77 73 3 12 (2) 100 - 87 53 37 0 13 ^ 100 100 43 33 20 0 ab in water-acetone mixture 100 83 46 17 0 0

Notes to Table B:

A dash (-) means that the test was not performed.

(1) Preparation according to Belgian patent 861,368 (2) Conventional preparation with aromatic solvents.

8005055 12

Example IV

Following the procedures of Example X, the preparations shown in Table C below were prepared, those containing the compounds indicated below, namely, 5-phenoxybenzyl ester of 2,2-dimethyl-3- (B-chloro-B-trifluoromethylvinyl) -cyclopropanecarboxylic acid ( pyrethroid 1) ot-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (B-fluoro-B-trifluoromethylvinyl) -cylopropanecarboxylic acid (pyrethroid 2) a-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (B-trifluoro -10 methylvinyl) -cyclopropanecarboxylic acid (pyrethroid 3) and α-cyano-phenoxybenzyl ester of 2,2-dimethyl-3- (B-chloro-B-methyl-thiovinyl) -cyclopropanecarboxylic acid (pyrethroid 4).

Table C

15 ^ Preparation ^ 14 15 16 17 18 19 20 21

Component's *.

% _ X_

Pyrethroid 1 10 20

Pyrethroid 2 10 20 ~ ^ Pyrethroid 3 10 20

Pyrethroid 4 10 20

Xylene 15 15 15 15 70 70 70 70

Sunflower seed oil 65 65 65 65 25 "Setrolene S" 7777 "Emulsion 7 B" 7 777 "Agrol Ca / 1" 33333333

Note to Table C.

(1) Compositions 18-21 are conventional preparations (a.b., aromatic solvent and surfactant.

8005055 ¥ 13

Example V

Determination of activity maintenance by open-air testing by residual activity method.

The tested preparations were emulsified with tap water to obtain a concentration of 0.1 ° / o active ingredient.

These emulsions were then sprinkled castor oil plants and were then kept under the ambient conditions of temperature, light and moisture of the Milan area during the month of June 1979.

The plants were periodically infected with larvae of Spodoptera littoralis.

The percentage mortality of the larvae was determined 48 hours after the infection. The results are shown in Table D below.

Table D

Preparation no. Recontamination after days: (see example IV) _0_5_7_14 19_29 14 100 100 100 100 100 93 18 100 100 100 53 37 25 15 100 100 100 100 100 19 19 100 100 100 87 57 25 16 100 100 100 100 90 90 20 100 100 100 93 70 47

Example VI

With the following active ingredients, namely α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (3β-dichlorovinyl) -cyclopropanecarboxylic acid (Cypermethrine) / pyrethroid 5 /, 3-phenoxybenzyl ester of 2, 2-dimethyl -3- (f5.8-dichlorovinyl) cyclo-propanecarboxylic acid (Permethrin) / pyrethroid 67, α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (β.β-dibroamvinyl) -35 cyclopropanecarboxylic acid (Decamethrin) / pyrethroid 7 8005055 14 α-cyano-3-phenoxybenzyl ester of 2- (4-chlorophenyl) -3-methyl-butyric acid (phenvalerate) / pyrethroid 8 / and α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- ( 1,2-dibromo-2,2-dichloroethyl) -cyclopropanecarboxylic acid (pyrethroid 9).

5, the preparations indicated in Table E below were prepared. The preparations, which also contain ultraviolet stabilizers, were prepared by dissolving the latter in the organic solvent and then adding the other components; the other preparations were prepared by simple mixing of the 10 components as described in Example I.

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Notes to Table E

(1) Traditional or conventional preparation: a.b., solvent and surfactant, (2) Castor oil 23 ETO = polyoxyethylated castor oil, containing 23 moles ethylene oxide per mole triglyceride;

(3) "UV N 539" = Registered trademark of GAF

- Italy for 2-ethylhexyl ester of 1-cyano-2,2-diphenylacrylic acid; 10 (4) "Cyasorb ÜV 531" - Registered trademark of

Cyanamid Company for 2-hydroxy-4-octyloxybenzophenone.

Example VII

Determination of the maintenance of the activity by means of greenhouse tests using the residual activity method.

Cypermethrine (Pyrethroid 5, Example VI) is a pyrethroid known to exhibit good activity maintenance in itself. The maintenance of its activity can be increased by using preparations according to the invention.

Preparation 26, a traditional preparation consisting of cypermethrin, alkyl aromatic solvent and surfactant (see example VI, table E) and preparation 27, 25 a preparation according to the invention and containing cypermethrin (see example VI, table E), were emulsified with tap water to obtain a concentration of 0.03% active ingredient.

Castor oil plants were sprinkled with these emulsions and with a water-acetone-30 suspension of cypermethrin (10% by volume of acetone) at the same concentration, which were then kept in a greenhouse.

The plants were periodically contaminated in the laboratory with larvae of Spodoptera littoralis.

The mortality percentage of the larvae was determined 48 hours after the infection.

8005055 17

The results are shown in Table F below.

Table F

Mortality rate of Spodoptera littoralis larvae 5 at a dose of 0.03 ° / oo (active ingredient)

Preparation no. Recontamination after days _0_4_13 18

Water-acetone suspension 100 100 70 47

Preparation 26 100 100 71 55 10 Preparation 27_100 100_90_70_

Example VIII

Determination of phytotoxicity.

With the preparations indicated in Table G below, aqueous emulsions with a concentration of 0.4% active ingredient were prepared.

Cucumber and tomato plants were sprinkled with these emulsions and then placed in a greenhouse under the following ambient conditions: temperature 18-25 ° C; period 12 hours; humidity 70%.

. 7 days after treatment, phytotoxicity was determined using a rating scale ranging from 0 (no phytotoxicity, healthy plant) to 9 (maximum phytotoxicity, completely damaged plant).

From the results indicated in Table H below, it appears that the compositions of the invention do not cause any phytotoxicity.

30 8005055 18

Table G

Preparation No. () - 15h44h; 45h; 16U; 46

Component% 5 Pyrethroid 2 10 10 10

Pyrethroid 3 10

Pyrethroid 5 10

Xylene 15 15 80 15 15

Sunflower seed- 10 oil 65 65 65 "ROL oil OB 15" 65 "Eraulson 7 B" 7 7 7 "Setrolone S" 7 "Soprofor M 52" 10 15 "Agrol Ca / 1" 3 333

Notes to Table Gr (1) Preparation already described in Example IV.

(2) Preparation according to Belgian patent 861,368.

(3) Traditional or usual preparation.

20

Table H

Phytotoxicity of the preparations, indicated in Table F, expressed on the basis of a rating scale, varying from 0 (healthy plant) to 9 (completely damaged plant): 25

Preparation Dose a.b. Phytotoxicity after 7 days no. _ (° / oo) Cucumber Tomatoes_ 15 0.4 0 0 44 0.4 42 30 45 0.4 3 2 16 0.4 0 0 46 0.4 0 0

Example IX

Determination of the irritation of the eyes.

The test was carried out by comparing the degree of eye irritation caused by three preparations containing the same active ingredient (pyrethroid 2), namely preparation 15 according to the invention (described in example IV), preparation 44 according to Belgian patent 861,368 and preparation 45 of the traditional type, the latter preparation being described in example VIII.

The degree of irritation was determined according to the method of J, H. Draize / "Appraisal of the safety of chemicals in Food, Drugs and Cosmetics" of the Association of Food and 10 Drugs Officials of the USA, 46 (1959) _7 and was expressed on a rating scale ranging from 1 (no irritation) to 8 (maximum irritation with loss of eye).

From the results, indicated in table I, it appears that the preparations according to the invention are only very mildly irritating to the eyes and have the same values on the Draize scale as the preparations according to the Belgian patent 861,368.

Table I

Eye irritation 20 Preparation no. Result Value according to _ Draize scale_ 16 lightest irritation 2 ^ 44 lightest irritation 2 ^ (2) 45 very strong irritation 8 25 Notes on Table I: (1) Turning red during the first 2 days and subsequent disappearance of the irritation.

(2) From the third day after treatment, a clouding of the cornea is observed, which finally leads to the loss of the eye.

Example X.

Evidence of the absence of a synergistic effect of the vegetable oils added to synthetic pyrethrhoids.

The test was carried out by comparing the immediate insecticidal activity of a pure pyrethroid 8005055 in a water-acetone mixture with the activity of the same pyrethroid to which vegetable oils have been added.

Tests were performed with four different vegetable oils and on three different types of insects. For this purpose, dispersions of pyrethroid 1 (see Example I), either alone or in a mixture with vegetable oils, were prepared in a 1: 8 ratio in a water-acetone solution (water / acetone ratio = 9: 1 ), to which was then added the humectant "Emulson 7B" at a concentration of 0.05 ° / o.

The plants or leaves suitable for the individual experiments were then sprinkled with these dispersions.

(a) Insecticidal activity on Macrosyphum 15 Euphorbiae (aphids).

Pot plants grown in pots were infested with adult female aphids and then these plants were sprinkled with the dispersion to be tested. The plants were then kept at a temperature of 26 ° C under continuous illumination for 24 hours. At the end of this period, the insecticidal activity was determined, the values obtained being expressed as the mortality percentage of the aphids.

(b) Biological activity on 25 Piéris Brassicae (Lepidöptera) ♦

Cut cabbage leaves were sprinkled with the dispersions to be tested and then contaminated with lepidoptera larvae of the same age and then kept at 26 ° C under continuous exposure for 48 hours. At the end of this period, the percent mortality of the larvae was determined.

(c) Biological activity on Leptinotarsa Dècemlineata.

Pot plants grown in pots were infected with Leptinotarsa larvae of the same age and then sprinkled with the dispersions to be tested.

8005055 21

The plants were kept at a temperature of 26 ° C for 48 hours under continuous illumination. At the end of this period, the percent mortality of the larvae was determined.

The results, indicated in Table J, show that the immediate insecticidal activity of the pure active ingredient and the insecticidal activity of the active ingredient, to which vegetable oils have been added, are equivalent and that the vegetable oils thus do not exert any synergistic effect. .

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Claims (33)

1. Insecticidal preparations mainly consisting of a synthetic pyrethroxde as active ingredient, unsaturated, optionally polyoxyethylated fatty acids, vegetable oils, glycerides of polyoxyethylated unsaturated fatty acids or mixtures thereof, as the main vehicle and one or more surfactants and optionally one or more more alkyl aromatic solvents and one or more ultraviolet stabilizers and / or antioxidants, characterized in that they have the following 10 compositions, namely (A) active ingredient 1-50 wt% (B) vehicle 30-80 wt% (C) surfactant 0.5-20 wt% (D) solvent 5-30 wt% 15 (E) IJ.V. stabilizer and / or antioxidant 0-5 wt%. Preparations according to claim 1, characterized in that the active ingredient is used in amounts of about 10-20% by weight. 3. Compositions according to claim 1, characterized in that the vehicle is used in amounts of about 50-80% by weight. Preparation according to claim 1, characterized in that the pyrethroxides constituting the active ingredient are covered by the general formula 1, wherein R 1 represents H, CN, Preparations according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (g. (3-dichloro-vinyl) cyclopropanecarboxylic acid. 6. Compositions according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (B.g-dibromo-vinyl) -cyclopropanecarboxylic acid. 7. Preparations according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or 10-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (8-chloro-β-trifluoromethylvinyl) -cyclopropanecarboxylic acid. 8. Preparations according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzefester of 2,2-dimethyl-3- (g-fluoro-B-trifluoromethylvinyl) - cyclopropanecarboxylic acid. Preparations according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (g-trifluoromethylvinyl) -cyclopropanecarboxylic acid. Preparations according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-3- (g-chloro-g-methylthiovinyl) -cyclopropanecarboxylic acid. 11. Compositions according to claim 1, characterized in that the active ingredient is the 3-phenoxy-benzyl ester or α-cyano-3-phenoxybenzyl ester of 2,2-dimethyl-1-3- (2,2-dichloro-1,2-dibromoethyl) -cyclopropanecarboxylic acid. 12. Compositions according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzyl ester of α- (4-chlorophenyl) -g * -methyl-butyric acid. 13. Preparations according to claim 1, characterized in that the active ingredient is the 3-phenoxybenzyl ester or α-cyano-3-phenoxybenzyl ester of α- (2-chloro-4-trifluoromethyl-phenylamino) -g-methyl-butyric acid. 8005055 Preparations according to claim 1, characterized in that the main vehicle is an unsaturated fatty acid or a mixture of unsaturated fatty acids. 15. Compositions according to claim 1, characterized in that the main vehicle is a vegetable oil or a mixture of vegetable oils. 16. Compositions according to claim 1, characterized in that the main vehicle is a polyoxyethylated unsaturated fatty acid or a mixture of polyoxyethylated unsaturated fatty acids. 17. Preparations according to claim 1, characterized in that the main vehicle is a mixture of polyoxyethylated glycerides of unsaturated fatty acids. 18. Compositions according to claim 1, characterized in that the surfactant consists of alkyl benzene sulfonates, polyoxyethylated alkyl phenol, polyoxyethylated sorbitan oleate or sorbitan stearate or mixtures thereof. 19. Compositions according to claim 1, characterized in that the solvent consists of toluene, xylene, ethylbenzene, trimethylbenzene, tetramethylbenzene or mixtures thereof. Compositions according to claim 1, characterized in that the UV stabilizer is a derivative of 2-hydroxy-4-alkoxybenzophenone or a 2,2-diphenyl-1-eyanoacrylic acid ester. Preparations according to claim 1, characterized in that the antioxidant is a derivative of 2,6-di-tert-butylphenol. 22. Compositions according to claim 1, characterized in that they consist of (A) 10 wt% active ingredient, (B) 80 wt% vehicle and (C) 10 wt% surfactant. 23 ·. Compositions according to claim 1, characterized in that they consist of (A) 50 wt% active ingredient and (B) 50 wt% vehicle. 24. Compositions according to claim 1, characterized in that they consist of (A) 10 wt% active ingredient, (B) 65 wt% vehicle, (C) 10 wt% surfactant and 8005055 \ (D) 15 wt% solvent. Compositions according to claim 1, characterized in that they consist of (A) 1 wt% active ingredient, (B) 80 wt% vehicle, (C) 0.5 wt% surfactant and 5 (D) 18.5 wt% solvent. -C - CH and R represents a group of the formula 2 or 3, wherein R2 represents H, or halogen, R ^ represents H, halogen, CH ^ or CF ^, n represents 0 or 1, R ^ represents H, CH 0, 0-alkyl or 0-aryl, R 1 represents R 6 hv Compositions according to claim 1, characterized in that they consist of (A) 50 wt% active ingredient, (B) 35 wt% vehicle, (C) 10 wt% surfactant and (D) 5 wt. % solvent. Compositions according to claim 1, characterized in that they consist of (A) 20 wt% active ingredient, (B) 50 wt% vehicle, (C) 20 wt% surfactant and (D) 10 wt. % solvent. 28. Compositions according to claim 1, characterized in that they consist of (A) 10 wt% active ingredient, (B) 63.5 wt% vehicle, (C) 10 wt% surfactant, (D) 15 wt% solvent and (E) 1.5 wt% UV stabilizer. 29. Compositions according to claim 1, characterized in that they consist of (A) 10 wt% active ingredient, (B) 63 wt% vehicle, (C) 10 wt% surfactant, (D) 15 wt .% solvent and (E) 2% by weight antioxidant. 30. Aqueous emulsions of the compositions defined in claim 1. 30 H, CH-, R, -C - CH ^ C = CH- or R0-C = C-, 3,6 / I / 8 R6 R6 V where Rg, which groups are the same or different, represent halogen, R ^, which groups are the same or different represent halogen, S-alkyl, S-aryl or CX ^, where X represents halogen, and R- represents halogen or CF-. 31. A method of controlling insect infestation, characterized in that the infested area is treated with preparations as defined in claim 1, 32. Process according to claim 31, characterized in that the preparations according to claim 1 are used as such or in the form of aqueous emulsions, dust products, wettable powders or granular preparations. 33. Compositions and methods as described in the description and / or examples. 35 8005055